Preparation and characterization of a 345nm absorbing reductant derived from dehydro-L-ascorbic acid.
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概要
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The addition of sodium hydroxide to an ethanolic dehydro-L-ascorbic acid solution produced a yellowish precipitate which was enriched by a reductant possessing absorption maxima at 345 and 225 nm. This reductant was purified by DEAE-Sepharose column chromatography and Cellulofine-gel chromatography; on the basis of physicochemical analyses it was deduced to be the 2,3-enediol form of 2,3-diketo-L-gulono-δ-lactone (2,3,6-trihydroxy-4-oxo-2-hexen-5-olide). The process, derived from dehydro-L-ascorbic acid, involved a hydrolytic cleavage of a 5-membered γ-lactone ring, conversion to the 2,3-enediol form and rearrangement to 6-membered δ-lactone. The marked bathochromic shift of the absorption maximum of this reductant from that of ascorbic acid (265 nm) could be due to an extended conjugation among the enediol group and two carbonyl groups on both sides.
- 公益社団法人 日本化学会の論文
著者
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Tanaka Hidehiko
Department Of Bioresources Chemistry Faculty Of Agriculture Okayama University
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Kimoto Eiji
Department Of Chemistry Faculty Of Science Fukuoka University
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